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Walking Events Calendar near Sudbury 2026-2027

Monthly updates for Sudbury

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Explore the top walking events near Sudbury for 2026-2027! We've gathered 98 great walks in the area. Check out our detailed list below to find your next local walk.

October 2026
The event offers a 1 km Walk/Roll starting at 91 Mill Street in Dracut, MA. The route runs alongside the 5K run and supports fundraising for people living with MS in New England.
Walkers can take the 5K course starting at the Knights of Columbus on Nichols Street, following Nichols, Willett Parkway, Westover Parkway, Rugby, Albemarle, Essex and Croydon back to Nichols Street. The route has at least one water station and p..
Walkers can join the 5K Fun Walk at The GazBar Sports Grill, 1045 Central Street, Leominster, MA. Day of onsite registration is available, walkers receive event swag and food with registration, children under 10 are free with a registered adult a..
Walkers will follow a route on Boston Common alongside the 5K run and can enjoy a resource fair, family activities and entertainment around the park. The walk is part of a fundraising event supporting autism research, advocacy and community resources..
Walkers take part in the Miles for Mary 5K on a scenic course starting at 105 Ocean Ave, Marblehead, MA, held alongside the running race. The event raises funds and awareness for brain cancer research in memory of community members.
Walkers follow an out and back lap on Mansfield's WWII Veterans Memorial Trail of at least 2 1/2 miles over paved, gravel and grass. Laps are done within a 6 hour time limit and carried pack weight is measured at the start and finish of each lap..
Walkers can join a family walk of 5K around Lake Quannapowitt, starting at 1 Church Street Lower Common, Wakefield. The mostly flat fall loop suits families and runs alongside the running races and benefits Woodville Elementary School.
Walkers can choose an untimed 5K or 1 mile Memorial Walk starting at 90 Stow Street, Concord, MA, benefiting Rachel's Gift. The event is untimed and includes a virtual option.
In person walkers follow course maps for the 1.5 Mile Walk starting at Mitchell Elementary School, 187 Brookline St, Needham MA. A virtual option lets walkers complete the 1.5 Mile Walk anywhere during the October 16 to 18 weekend on trails,..
Walkers follow a 5K route of two clockwise loops around Jamaica Pond, starting at the Jamaica Pond Boathouse in Jamaica Plain. The course uses Emerald Necklace pathways and is accessible by transit, on foot or by bike with nearby parking.
Walkers follow a 5K course at Fiedler Field, Charles River Esplanade, on paved paths with some cobblestone footbridges. The walk is untimed with an unchipped bib; strollers and leashed dogs are allowed and ADA portable restrooms are onsite.
Walkers can choose a 3.1 Miles out and back course or a 1 Miles loop, both starting and finishing at Ashland Middle School. Routes pass open fields, wooded nature trails and paved paths with a grassy school campus option for a gentler route.
Walkers can follow the 3.1 Miles route through Artesani Park in Brighton, MA alongside running participants. The community event raises awareness and supports lupus education, advocacy, research, and patient support.
Walkers can choose a 5K or 1 Miles route starting at DCR Fort Independence at Castle Island on a flat course along Castle Island in South Boston. Complimentary entry options are available for veterans and race kits are shipped with a shipping fee..
A community walk of 3.1 Miles that starts at Randolph Intergenerational Community Center, 128 Pleasant Street, Randolph MA. Walkers join the 5K alongside the run in a charity event benefiting the Friendly Food Pantry of Randolph.
Walk the 5k or 10k courses starting at 84 Antietam Street in Devens, MA, on a course held in support of Veterans and First Responders. Options include a noncompetitive 5k dog walk and ruck options, and walkers may set their own pace along..
Walkers follow a road 5k course of 3.1 Miles at Polar Park in Worcester, MA, alongside the running races. Same day registration is available and the event welcomes all fitness levels and strollers, with post event food, music and prizes.
Walkers follow a 5K route along the Charles River, starting at 1255 Soldiers Field Rd in Brighton, MA. It is a memorial event held alongside the running race.
A measured 5K road walk alongside the 5K race, starting near the Walpole Public Library and centered on the Walpole Italian American Club. The course runs on town streets; no street parking on the course, use Knights of Columbus or nearby town lo..
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